Acetic Acid → HCID 118939082, Verbindung

HRID 524016

Reaktionsgleichung

Reaktionsgleichung von HRID 524016
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][NH:8][CH2:7][CH2:6]2.[CH:15]([C:17]1[CH:22]=[CH:21][C:20]([CH:23]([NH:25][C:26](=[O:28])[CH3:27])[CH3:24])=[CH:19][CH:18]=1)=O.CC(O)=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C1COCC1>[F:14][C:2]([F:1])([F:13])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][N:8]([CH2:15][C:17]1[CH:18]=[CH:19][C:20]([CH:23]([NH:25][C:26](=[O:28])[CH3:27])[CH3:24])=[CH:21][CH:22]=1)[CH2:7][CH2:6]2

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 5049666Sodium triacetoxyborohydrideHCID 181765196-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinolineHCID 18423091HCID 18423091, Verbindung

Produkt 1

HCID 118939082HCID 118939082, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To 74 mg (0.37 mmol) 6-trifluoromethyl-1,2,3,4-tetrahydro-isoquinoline and 70 mg (0.37 mmol) N-(1-(4-Formylphenyl)ethyl)acetamide (example I) in 2 mL THF are added 63 μl (1.1 mmol) AcOH and the reaction mixture is stirred at r.t. for 10 min. The resulting mixture is cooled to 0° C., 117 mg (0.551 mmol) sodium triacetoxyborohydride are added and the reaction mixture is stirred at r.t. for 2 h. After that time, the reaction is quenched by the addition of 200 μL water and purified by HPLC.

Aufarbeitung

  1. temperatureThe resulting mixture is cooled to 0° C.
  2. stirringthe reaction mixture is stirred at r.t. for 2 h
  3. customAfter that time, the reaction is quenched by the addition of 200 μL water
  4. custompurified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-eab753f94d864808ab611aa1f8afc8b9
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340510B2

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